Although I've never recorded a session, I know I would have some of the same problems you did. I can't stand to hear the sound of my voice, and I always think I sound uneducated. I would definetly be more critical of myself then being able to hear the good things said by either T or myself. It's also maybe easy to miss some of the important, meaningful subject matter when you are concentrating on how you sound. I don't think you should be hard on yourself, but I also don't think that you should record anything without the other person knowing. It moves a bit past rude. I wouldn't beat yourself up about it, but I also wouldn't do it again unless you can see if it's okay with your T, and unless you actually think it would be useful.
I do like your stealth styles though.